Search
Literotica Video
On Demand

Related tags

tagStory Tagsfirst time anal

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Stories

Voyeuristic Mother Joins In Ch. 01

 — Spying on her daughter and gay son leads to her seduction. by walterioin  Novels and Novellas07/29/154.26NEW

Kasey's Confession Ch. 07

 — Kasey must make a decision to run or stay. by KaseyLegsin  Transsexuals & Crossdressers06/22/154.55HOT

Bending the Straight and Narrow Ch. 02

 — Two men continue to play after college and marriage. by markindyin  Gay Male06/21/154.70HOT

Her Dirty Doctor Dreams Come True Pt. 05

 — The Tail End - doc introduces her to anal for the very first time. by sabrinaH33in  Erotic Couplings06/19/154.12

My First Time

 — The first time I had sex with another man. by K_Martiniin  Gay Male06/12/154.43

Blame It on the Cat

 — Feline incited misadventure turns amourous. by sirhugsin  Anal05/26/154.27

Marilyn's Adventures in School Ch. 03

 — Fundraiser turns into an orgy and other actions abound. by walterioin  Group Sex05/15/154.52HOT

The Need for Seed Ch. 07

 — The final chapter. A new door opened and love made complete. by Kethandrain  Incest/Taboo03/29/154.61HOT

Granting Castle a Wish

 — Kate experiences a first with Castle. by lautloseswortin  Celebrities03/25/154.56HOT

Vacation Pt. 03: Home

 — Taking her in every way. by CC1436in  Anal03/23/154.36

Life's Surprises

 — When Luka starts over he learns more about himself. by XXNoraJeanXXin  Gay Male02/21/154.67HOT

The Mediterranean Guesthouse Ch. 06

 — Kate's first anal sex, the end of the vacation. by stonearc691in  Group Sex01/23/154.64HOT

The Blue Life Ch. 05: After Jillian

 — Revelations about Jillian, plus spanking & butt-fucking Mom. by GrantLeeStonein  Incest/Taboo01/18/154.49

The Entertainment Ch. 02

 — Sissy gets used by the inexperienced guests. by econutin  Fetish01/12/154.62HOT

The Blue Life Ch. 02: Blowing Blue's Mind

 — Son and Father make a D/s Sandwich with Mom. by GrantLeeStonein  Incest/Taboo12/27/144.54HOT

Saving the Sexy Parts: Anal

 — Nina experiences anal sex for the first time. by steves_momin  Text With Audio12/24/144.13

Rescued by the Bartender

 — Hannah wants Joel to watch another man fuck her, and more! by SwitchMamiin  Group Sex12/19/144.30

A Swinging Odyssey Ch. 07

 — Aiko and Gerald try something new. by Pimankoin  Interracial Love12/03/144.66HOT

The Friendly Neighbour Dominates

 — New into town - The guilt trip. by bobby888in  Fetish09/19/143.42

Persuasive Approval

 — An older man lets a younger man fuck his wife. by jamesmarlowein  Mature09/17/143.94

Christmas in July

 — Sam's denial is halted by his first gay anal sex. by patientleein  Gay Male08/21/144.66HOT

Tech Support

 — A poorly timed phone call leads a couple to amazing sex. by DoctorHookin  Anal08/14/144.77HOT

Show Me Yours

 — Can a bi-guy seduce his gay roommate? by BuckyDuckmanin  Gay Male08/14/144.67HOT

Hot & Bothered

 — Wife wants sex after her run; he has a surprise for her too. by dark_entriesin  Anal08/03/144.31

Cousins Reunited Pt. 02

 — She was once taken by her cousin, now their reunited. by bobnknockin  NonConsent/Reluctance07/23/144.13

Suck My Big Tits Pt. 09

 — Daddy finally takes my ass, but he doesn't have permission. by breastysadiein  Anal07/08/144.31

Rainbow Party

 — Across the land, our little girls are falling. by HuckPilgrimin  Erotic Couplings06/20/144.56HOT

The Guy from the Internet

 — Rachel has first time anal with random guy from the internet. by TheHiddenPenin  Anal06/06/144.23

The Start of Being Slutty

 — My first steps into gay anal sex and enjoying being a slut. by fightingkitein  Gay Male04/25/144.58HOT

Jen's Revenge

 — Jen's boyfriend helps her get revenge on an old classmate by NenaPattonin  NonConsent/Reluctance04/20/144.08

The Imperfect Storm Ch. 02

 — Asserting his dominance, she loves it by mojavejoe420in  Incest/Taboo04/07/144.71HOT

Giant-Size New Half Ch. 01

 — Two teens join a super team with a big secret. by Armphidin  Transsexuals & Crossdressers03/25/144.67HOT

My Diary: Pebbles on the Windowpane

 — friends w/ benefits enjoy the outdoors & first time anal. by harmonyjonesin  Erotic Couplings03/09/144.64HOT

Hard On the Trail Ch. 05

 — I get to be a daddy. by ketupin  Gay Male03/04/144.33

His Cum Is Mine

 — Ali is Mistress for a day by AlinaXin  BDSM02/20/144.49

Anal Along the Bosphorus

 — A harem recruiter gets to test run the Sultans concubines. by doitrightin  Anal02/19/144.56HOT

Captured Ch. 03

 — Katherine's first anal experience. by egirl1212in  NonConsent/Reluctance02/15/144.42

Plumber's Toy: The Quickie

 — Plumber stops by to play with his new toy's ass. by plumberstoyin  Erotic Couplings02/04/143.85

First Time (Going All The Way)

 — A sucking turns into losing my Anal Virginity. by gregshawin  Gay Male02/03/144.38

My First Anal

 — Nicole begs for reconciliation by offering her Anal cherry. by samaelbeckettin  Anal01/21/144.13

Pleasure on the River

 — A sexy Asian babe has hot sex with a stranger on the river. by iggyspearin  Erotic Couplings01/06/144.23

Tales of Forced Sex Vol. 06 Ch. 02

 — Paris' slave training begins. by stevemike08066in  NonConsent/Reluctance12/25/133.51

Pizza Boy at the Door Ch. 02

 — Josh discovers what all 'being a delivery boy' can include. by JKendallDanein  Gay Male12/08/134.59HOT

An Ordinary Man's Life Ch. 09

 — Donna offers Todd her anal cherry. by FrankjrBauerin  Romance11/20/134.70HOT

More Twisted

 — A young lady's further debaucheries! by wetfeline31in  Group Sex11/01/134.38

Guess What I Saw? Ch. 05

 — Monica, Kelly, and Tony finish what they started. by ErotickWriterin  Exhibitionist & Voyeur10/23/134.70HOT

An Itch to be Scratched

 — A gypsy's curse is a Doctor's dream come true. by Bethybooin  Group Sex10/04/134.17

Ass Chronicles 01

 — Sheila catches me with her dirty panties. by iTabooin  Anal10/03/134.46

Literally

 — A figurative complaint becomes literal. by Tucker_Bluein  NonConsent/Reluctance09/10/133.95

First Time for Old Friends

 — A girl asks her best friend to take her anal virginity. by sylviamarlowein  Anal09/02/134.56HOT

Movie Night Gone Right Ch. 02

 — Teens Toni and Rachel party with a male friend. by fantasiafiestain  Group Sex08/30/134.38

Untamed Longing for Forbidden Fruit

 — Boundaries broken & fantasies fulfilled with fiance's cousin. by kinkybiitchxin  Erotic Couplings08/14/134.21

Trust Ch. 02

 — A gay man falls in love with a straight one. by Elenia26in  Gay Male08/13/134.65HOT

Our Little Secret Ch. 02

 — Maria and I get to know each other further... by Midfielder86in  Group Sex08/01/134.69HOT

Coconut Delight

 — Anal loving for him & her on the 4th. by lord_jefein  Anal07/11/134.16

Compromising Positions

 — Two co-workers are bound naked together by robbers. by walterioin  NonConsent/Reluctance06/16/134.39

The Anniversary Continues

 — Jenny makes it up to Dave by CharlieB4in  Anal06/13/133.88

Devin Learns About Trannys 01

 — After a date Devin discovers that Paula is a Transexual. by walterioin  Transsexuals & Crossdressers06/10/134.64HOT

Amanda Does Anal

 — First time anal [MF, college girl, daddy's friend]. by eb_jonesin  Anal05/23/134.16

Her Perfect Butt Ch. 02

 — Playing with my straight-laced GF's ass soon escalates. by FlynnMichaelsin  Anal05/20/134.48

A First, My Friend's Sister Ch. 06

 — They enjoy their roller coster ride of a summer together. by johnwhoknewin  Anal05/03/134.72HOT

How I Became a Slutwife

 — A story of wife sharing, first time anal, and interracial. by Markdown72in  Loving Wives04/15/134.06

Bar Banged

 — Husband takes wife out for a night out. by EaglesNytein  Group Sex03/21/134.37

Finding Himself in Her Ch. 05

 — Jaime and Kara share a loving morning, yoga, then The Dinner. by Mr_Owlowin  Fetish03/04/134.73HOT

Reverting to Type

 — Making a deal with the girlfriends Mother is rewarding. by byronbertin  Mature02/21/134.40

Sandra Goes Slut

 — Middle-aged good wife goes bad - with husband's blessing. by Nylonteasein  Loving Wives12/14/123.97

Deepest, Darkest.

 — A sordid tale of a lovers' wet and dirty reunion. by LoveMeForMyThornsin  Fetish11/01/124.43

The Semen-ator Pt. 01

 — The stranger knew all his fantasies? How? by mindingutterin  Fetish10/15/123.64

My Neighbors, My Angels Ch. 02

 — The rewards for the trainer get better and better. by touchmatein  Loving Wives09/26/124.39

Helen Hotdog

 — Guys take advantage of shy insecure girl. by AlysPaynein  NonConsent/Reluctance09/05/123.67

Street Party Ch. 03

 — Mum and daughters find lots of sex on holiday. by Simitooin  Incest/Taboo08/30/124.49

How I Spent My Eighteenth Summer

 — My older lover seduced me and then discarded me. by AlysPaynein  NonConsent/Reluctance08/15/124.29

How It Began

 — How a man became a cock lover. by oldauthorin  Gay Male08/11/124.50HOT

Crystal Clear

 — Young man discovers a way to seduce his mother, or is she seducing him? by JakeZin  Incest/Taboo07/13/124.36

The Good Samaritan

 — I accepted her offer of a pity fuck and took more. by AlysPaynein  NonConsent/Reluctance07/11/124.07

The Hotel Room

 — He teaches his haughty co-worker a lesson. by AlysPaynein  BDSM06/28/124.00

Her Mom's Hot Friend Ch. 02

 — Robert gives Cara a lesson in anal pleasure. by bbw4youngercocks1in  Anal06/28/124.14

Cumming Home

 — Dom finally comes home to his Sub after being away. by MandJdirtysidein  BDSM06/10/123.81

Rekindled Ch. 06

 — Isabeau's story; hints of what is to come. by His_beloved_roisinin  BDSM06/02/124.83HOT

My Boss Didn't Know How to Ask

 — Bossy boss knows how to get what she wants. by shavedkitty23in  Anal05/28/124.50HOT

There Is Nothing Like a True Friend

 — Girl's friend gives her a sexy gift to cheer her up. by AlysPaynein  Group Sex05/23/124.39

Butterflies

 — Childhood crush culminates in naughty adult encounter. by AlysPaynein  NonConsent/Reluctance05/19/124.25

Wife and I Get a Roommate Ch. 02

 — Man takes on his first real cock. by tonyl65in  Group Sex05/17/124.59HOT

That Questioning Look

 — My fantasy fulfilled as his possession. by T_Ellein  Novels and Novellas04/17/124.52HOT

Amanda and Me Ch. 01

 — A shy IT guy meets someone. by Tallnhard1in  Transsexuals & Crossdressers04/17/124.66HOT

Just You and I

 — The man of my dreams invades my bedroom and my body. by CoventinaNyxin  NonConsent/Reluctance04/16/124.52HOT

Short-Term in Chicago Ch. 02

 — Straight guy learns more from gay neighbor. by markindyin  Gay Male01/13/124.73HOT

Astarte Ch. 04

 — Deon has some fun with his power. by julybear7in  Mind Control01/07/124.69HOT

The Teen Orgy Ch. 01

 — Left by boyfriend Jodie seeks solace. by dutchpantyraiderin  Group Sex12/28/114.03

A New Twist

 — A bottom tries the top, and the middle. by schuwingggin  Gay Male11/20/114.28

The Pleasuring of Granny

 — Guy finds sex, love and happiness with a wealthy widow. by djinnrummyin  Mature11/18/110.00

Surprise Interruptions Ch. 01

 — Spilling beer has never been so fortunate. by PanamaJaxxxin  Anal11/02/113.75

My First Time Vol. 01 Ch. 01

 — My first time with a ts gurl. by stevemike08066in  Transsexuals & Crossdressers11/01/113.83

Her Victorian Bottom Plundered

 — Victorian Master takes charge of his prim and proper wife. by Ian56in  Erotic Couplings10/22/114.45

Still the Favorite Camper

 — Brian continues to win a senior counselor's attention. by emittsrifin  Gay Male10/11/113.90

New Life: The Awakening

 — Young woman kidnapped and given a taste of BDSM. by bondagekitten775in  BDSM08/14/114.51HOT

First Experience with Master

 — First anal experience from her master. by rathnain  NonConsent/Reluctance07/29/113.62

The Babes on Brentwood

 — The follow-up to the story 'The Bitches in the Basement'. by Dancing_Dollin  Group Sex07/27/114.53HOT

Taking Nic's Ass

 — His first time anal at the hands of a sexy woman! by Demirain  Anal06/30/114.43

We Need To Talk Ch. 03 (Conclusion)

 — The week before the wedding; a sister joins them in bed. by julybear7in  Romance05/27/114.75HOT
Next
Page:123

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Please, separate your tags with comma: anal orgasm, oral sex.

Read the Literotica Story Tag FAQ for more information on these tags.